(1R,2S,3S,5R,11R,12R,13S,15S)-5-(furan-3-yl)-3,11-dimethyl-12-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,14,16-trioxapentacyclo[10.3.2.02,11.03,8.013,15]heptadec-8-ene-7,17-dione

Details

• Internal ID: ee1f0b34-d26e-4d7d-be12-8c5f86b78c40
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (1R,2S,3S,5R,11R,12R,13S,15S)-5-(furan-3-yl)-3,11-dimethyl-12-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,14,16-trioxapentacyclo[10.3.2.02,11.03,8.013,15]heptadec-8-ene-7,17-dione
• SMILES (Canonical): CC12CC=C3C(=O)OC(CC3(C1C4C5C(C2(C(=O)O4)OC6C(C(C(C(O6)CO)O)O)O)O5)C)C7=COC=C7
• SMILES (Isomeric): C[C@@]12CC=C3C(=O)O[C@H](C[C@]3([C@@H]1[C@@H]4[C@H]5[C@@H]([C@]2(C(=O)O4)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O5)C)C7=COC=C7
• InChI: InChI=1S/C26H30O12/c1-24-7-12(10-4-6-33-9-10)34-21(31)11(24)3-5-25(2)19(24)17-18-20(36-18)26(25,23(32)37-17)38-22-16(30)15(29)14(28)13(8-27)35-22/h3-4,6,9,12-20,22,27-30H,5,7-8H2,1-2H3/t12-,13-,14-,15+,16-,17+,18+,19+,20+,22+,24-,25-,26-/m1/s1
• InChI Key: PPILOQQTEQXAMT-QHCARHJRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₂
• Molecular Weight: 534.50 g/mol
• Exact Mass: 534.17372639 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.51
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8386	83.86%
Caco-2	-	0.8395	83.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7825	78.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7964	79.64%
OATP1B3 inhibitior	+	0.9007	90.07%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6236	62.36%
P-glycoprotein inhibitior	-	0.4862	48.62%
P-glycoprotein substrate	-	0.5312	53.12%
CYP3A4 substrate	+	0.6916	69.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.6290	62.90%
CYP2C9 inhibition	-	0.7588	75.88%
CYP2C19 inhibition	-	0.8126	81.26%
CYP2D6 inhibition	-	0.9226	92.26%
CYP1A2 inhibition	-	0.8398	83.98%
CYP2C8 inhibition	+	0.6182	61.82%
CYP inhibitory promiscuity	-	0.7111	71.11%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5891	58.91%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.7145	71.45%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7529	75.29%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5468	54.68%
skin sensitisation	-	0.8433	84.33%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5690	56.90%
Acute Oral Toxicity (c)	I	0.5704	57.04%
Estrogen receptor binding	+	0.8178	81.78%
Androgen receptor binding	+	0.6969	69.69%
Thyroid receptor binding	+	0.5492	54.92%
Glucocorticoid receptor binding	+	0.6989	69.89%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.7791	77.91%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9791	97.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.84%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.19%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.62%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	86.92%	91.49%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.42%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.46%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.38%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.44%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.03%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.99%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.51%	89.00%

Plants that contains it

• Fibraurea tinctoria

Cross-Links

• PubChem: 162959724
• LOTUS: LTS0155454
• wikiData: Q105212919